反応 #543534

ord-04b72043e96b43279518ad408494aeec

反応方程式

CC(=O)[O-]
acetate
O=C(O)CCCc1ccc(I)cc1
4-(4-iodophenyl)butyric acid
O=C([O-])[O-].[K+].[K+]
potassium carbonate
Oc1ccccc1S
2-hydroxythiophenol
O=C(O)CCCc1ccc(Sc2ccccc2O)cc1
4-(4-(2-hydroxyphenyl)thiophenyl)butyric acid

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度The reaction mixture was refluxed for 18 hr
  2. 2
    温度cooled to 25 C
  3. 3
    抽出extracted with ethyl acetate
  4. 4
    濃縮The organic phase was concentrated
  5. 5
    その他The residue was purified by flash chromatography

実験手順

A solution of 4-(4-iodophenyl)butyric acid (0.86M) and dimethylformamide was treated with 2 eq of potassium carbonate, 1.5 eq of 2-hydroxythiophenol and a catalytic amount of cuperic acetate (0.01 eq). The reaction mixture was refluxed for 18 hr, cooled to 25 C., acidified with aqueous acid and extracted with ethyl acetate. The organic phase was concentrated. The residue was purified by flash chromatography using ethyl acetate/hexane as eluant to give 4-(4-(2-hydroxyphenyl)thiophenyl)butyric acid.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07186414B2uspto-grants-2007_03